2-(1h-Indol-1-yl)benzonitrile

Base Information

• Chemical Name: 2-(1h-Indol-1-yl)benzonitrile
• CAS No.: 25699-90-5
• Molecular Formula: C15H10 N2
• Molecular Weight: 218.258
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID40370991
• Nikkaji Number: J699.497K
• Wikidata: Q82158193
• Mol file: 25699-90-5.mol

Synonyms:2-(1h-indol-1-yl)benzonitrile;25699-90-5;1-(2-Cyanophenyl)indole;2-indol-1-ylbenzonitrile;Maybridge3_006779;Oprea1_346665;SCHEMBL699112;1-(2-Cyanophenyl)-1H-indole;DTXSID40370991;HMS1450E03;CCG-45500;IDI1_018166;SR-01000004606;SR-01000004606-1;SR-01000004606-2

Chemical Property of 2-(1h-Indol-1-yl)benzonitrile

Chemical Property:

• PSA: 28.72000
• LogP: 3.50218
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 218.084398327
• Heavy Atom Count: 17
• Complexity: 316

Purity/Quality:

1-(2-CYANOPHENYL)INDOLE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C=CN2C3=CC=CC=C3C#N

Technology Process of 2-(1h-Indol-1-yl)benzonitrile

There total 5 articles about 2-(1h-Indol-1-yl)benzonitrile which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 97.0%

indole (120-72-9) + 2-fluorobenzonitrile (394-47-8) → 2-(1H-indol-1-yl)benzonitrile (25699-90-5)

Guidance literature:

With caesium carbonate; In dimethyl sulfoxide; at 40 ℃; for 2h; Sonication; Air atmosphere;

DOI:10.3987/COM-07-S(N)1

Reference yield: 93.0%

1-(p-toluenesulfonyl)-1H-indole (31271-90-6) + 2-fluorobenzonitrile (394-47-8) → 2-(1H-indol-1-yl)benzonitrile (25699-90-5)

Guidance literature:

1-(p-toluenesulfonyl)-1H-indole; With potassium tert-butylate; In tetrahydrofuran; for 1h; Inert atmosphere; Reflux;

2-fluorobenzonitrile; In tetrahydrofuran; for 2h; Reflux; Inert atmosphere;

DOI:10.1248/cpb.57.321

Reference yield: 83.0%

indole (120-72-9) + 2-Chlorobenzonitrile (873-32-5) → 2-(1H-indol-1-yl)benzonitrile (25699-90-5)

Guidance literature:

With potassium carbonate; copper(II) oxide; In N,N-dimethyl-formamide; at 120 ℃; for 18h;

DOI:10.1002/adsc.200600483

upstream raw materials:

indole

2-fluorobenzonitrile

2-Chlorobenzonitrile

1-benzenesulfonylindole

Downstream raw materials:

1-phenyl-1H-indole

Refernces

• 1、 Xu, Hui,Fan, Ling-Ling. "One-Pot N-Arylation of indoles directly from N-arylsulfonylindoles via consecutive deprotection and SnAr reactions with activated aryl halides". experimental part. p. 321 - 323. Retrieved 2009/11/30.
• 2、 Xu, Hui,Liu, Wu-Qing,Fan, Ling-Ling,Chen, Yang,Yang, Liu-Meng,Lv, Lei,Zheng, Yong-Tang. "Synthesis and HIV-1 integrase inhibition activity of some N-arylindoles". . p. 720 - 722. Retrieved 2008/12/20.